1,11-bis(4-tolylsulphonyloxy)-6-(4-tolylsulphonyl)-3,9-dioxa-6-azaundecane | 118187-55-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,11-bis(4-tolylsulphonyloxy)-6-(4-tolylsulphonyl)-3,9-dioxa-6-azaundecane
• 英文别名: 1,11-di(p-toluenesulfonyloxy)-6-(p-toluenesulfonyl)-3,9-dioxa-6-azaundecane；6-(4-Methylphenylsulfonyl)-1,11-bis(4-methylsulfonyloxy)-3,9-dioxa-6-azaundecane；N,N-bis<2-<2-<(p-tolylsulfonyl)oxy>ethoxy>ethyl>-p-toluenesulfonamide；6-tosyl-3,9-dioxa-6-aza-1,11-undecandiyl ditosylaate；[(4-methylbenzenesulfonyl)azanediyl]bis[(ethane-2,1-diyloxy)ethane-2,1-diyl] bis(4-methylbenzenesulfonate)；6-tosyl-6-aza-3,9-dioxa-1,11-undecanediyl ditosylate；2-[2-[(4-Methylphenyl)sulfonyl-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethyl]amino]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 118187-55-6
• 化学式: C₂₉H₃₇NO₁₀S₃
• 分子量: 655.811
• InChiKey: XKVLDDMBEGFUCF-UHFFFAOYSA-N

物化性质

• 沸点：
  784.5±70.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  43
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  168
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1,11-bis(4-tolylsulphonyloxy)-6-(4-tolylsulphonyl)-3,9-dioxa-6-azaundecane 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 1,8-双二甲氨基萘 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙腈 、 苯 为溶剂， 反应 17.0h， 生成 11,15-dioxo-4,7,13,19,27,32,35-heptaoxa-1,10,16,22-tetraazatricyclo<20.5^1,16.8^10,22.2>heptatriacontane
  参考文献：
  名称：

  Synthesis and complexation properties of suitcase-shaped macrotricyclic and butterfly-shaped macrobicyclic polyether ligands

  摘要：

  Ten suitcase-shaped macrotricyclic polyethers (1-10) containing nitrogen and carbon bridgehead atoms have been synthesized. These new cage compounds were prepared by connecting together two hydroxymethyl-substituted or two secondary amine-containing butterfly-shaped macrobicyclic polyethers by means of linear bifunctional connecting groups. Intermediate bis(hydroxymethyl)-substituted butterfly-shaped macrobicyclic polyether 14 was prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediamine with 5-methylene-3,7-dioxanonane-1,9-diyl ditosylate to give bislariat 1,4-diaza-13-crown-4 (11) which was cyclized with 3-chloro-2-(chloromethyl)-l-propene followed by hydroboration. Intermediate bissecondary amine-contaminating butterfly shaped macrobicyclic polyethers 18 and 19 were prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediamine with 6-tosyl-3,9-dioxa-6-aza-1,11-undecanediyl ditosylate (33) to give N-tosyl-N,N"-bis(2-hydroxyethyl)triaza-15-crown-5 (12). Lariat crown ether 12 was cyclized with 33 followed by reduction with LiAlH4 to give 18, or with 4-tosyl-4-aza-1,7-heptanediyl ditosylate (36) to give 19. Some of the suitcase-shaped macrotricycles interacted with various cations. One was selective for Pb2+ ions and another interacted strongly with Hg2+. A crystal structure for the 13-NaClO4 complex also is reported.

  DOI：

  10.1021/jo00044a040
• 作为产物：
  描述：

  对甲苯磺酰胺 在 potassium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 1,11-bis(4-tolylsulphonyloxy)-6-(4-tolylsulphonyl)-3,9-dioxa-6-azaundecane
  参考文献：
  名称：

  Diazadibenzo-30-crown-10衍生物作为敌草快的受体

  摘要：

  在丙酮-d 6溶液，1 H NMR光谱表明，受体4 - 9中，从容易合成的二苯并-30冠10衍生物制备1，形成强1：敌草快1分子包合复合物，其虽然目前主要作为该指示伴随着痕量的自由基阳离子。

  DOI：

  10.1016/s0040-4039(00)80354-8

文献信息

• Diazadibenzo-30-crown-10 derivatives as receptors for diquat
  作者：Pier Lucio Anelli、Neil Spencer、J.Fraser Stoddart

  DOI：10.1016/s0040-4039(00)80354-8

  日期：——

  In acetone-d6 solution, 1H n.m.r. spectroscopy reveals that receptors 4–9, prepared from the readily-synthesised diazadibenzo-30-crown-10 derivative 1, form strong 1:1 molecular inclusion complexes with Diquat, which, although present mainly as the dication, is accompanied by trace amounts of the radical cation.

  在丙酮-d 6溶液，1 H NMR光谱表明，受体4 - 9中，从容易合成的二苯并-30冠10衍生物制备1，形成强1：敌草快1分子包合复合物，其虽然目前主要作为该指示伴随着痕量的自由基阳离子。
• Synthesis of chiral diaza-18-crown-6 derivatives from optically active diethanolamines
  作者：Erik F. J. de Vries、Pablo Steenwinkel、Johannes Brussee、Chris G. Kruse、Arne van der Gen

  DOI：10.1021/jo00068a029

  日期：1993.7

  Homotopic 1,10-diaza-18-crown-6 derivatives with two, four, and six chiral centers have been prepared in optically active form from diethanolamines via a cyclization reaction with tosylates 39 and 48. The requisite optically active diethanolamines were prepared from chiral cyanohydrins and chiral ethanolamines by a one-pot Grignard-transimination-reduction or a one-pot reduction-transimination-reduction procedure. Yields were strongly affected by the size of the substituents alpha to the nitrogen atom. The stereoselectivity of the diethanolamine synthesis was found to depend on the configuration of the ethanolamine used.
• Krakowiak, Krzysztof E.; Bradshaw, Jerald S.; Kou, Xiaolan, Journal of Heterocyclic Chemistry, 1995, vol. 32, # 3, p. 931 - 936
  作者：Krakowiak, Krzysztof E.、Bradshaw, Jerald S.、Kou, Xiaolan、Dalley, N. Kent

  DOI：——

  日期：——
• A Simple Synthesis of Supercryptands
  作者：Krzysztof E. Krakowiak、Jerald S. Bradshaw

  DOI：10.1021/jo00126a079

  日期：1995.10
• Broan, Christopher J.; Cox, Jonathan P. L.; Craig, Andrew S., Journal of the Chemical Society. Perkin transactions II, 1991, # 1, p. 87 - 99
  作者：Broan, Christopher J.、Cox, Jonathan P. L.、Craig, Andrew S.、Kataky, Ritu、Parker, David、et al.

  DOI：——

  日期：——